Reaktion #4495

Reaktionsgleichung

benzamide

ethyl 4-chloroacetoacetate

sodium bicarbonate

→

ethyl 2-phenyl-4-oxazoleacetate

Ausbeute 38.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Extraktionthe mixture was extracted with ethyl acetate
3. 3
   WaschenThe extract was washed with water
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by chromatography on silica gel with ethyl ether-hexane (1:9)

Vorschrift

A mixture of benzamide (60.0 g) and ethyl 4-chloroacetoacetate (49.4 g) was heated at 120° C. for 2 hours. After cooling, aqueous sodium bicarbonate solution was added thereto and the mixture was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated. The residue was purified by chromatography on silica gel with ethyl ether-hexane (1:9) to yield ethyl 2-phenyl-4-oxazoleacetate as an oil (26.4 g, 28.0%). NMR (CDCl3)δ: 1.27 (3H, t, J=7 Hz), 3.68 (3H, s), 4.15 (2H, q, J=7 Hz), 7.4 (3H, m), 7.67 (1H, s), 8.0 (2H, m).

Quelle